Find Hotels with a Pool in Key West, FL

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Check availability on Key West Hotels with a Pool

Compare Key West Hotels with a Pool room rates, reviews, and availability. Most hotels are fully refundable.

Southernmost Beach Resort

4.0 star property
8.6 out of 10, Excellent, (2230)
"We always enjoy staying at the southernmost beach resort. The staff are always so friendly and willing to go above and beyond. Rooms are clean and housekeeping daily is a get bonus. "
The price is AED 1,595
AED 2,042 total
includes taxes & fees
20 Jan - 21 Jan
Southernmost Beach Resort

24 North Hotel Key West - Newly Renovated

4.0 star property
7.4 out of 10, Good, (1391)
"Very good to stay"
The price is AED 790
AED 1,075 total
includes taxes & fees
26 Jan - 27 Jan
24 North Hotel Key West - Newly Renovated

Hampton Inn Key West FL

2.5 star property
9.0 out of 10, Wonderful, (1163)
"Bad odor"
The price is AED 1,392
AED 1,690 total
includes taxes & fees
26 Jan - 27 Jan
Hampton Inn Key West FL

The Gates Hotel Key West Newly Renovated

4.0 star property
7.6 out of 10, Good, (1006)
"Very nice! My only issue was with the 2 hotels being 1, the staff didn’t seem to know how to direct you to your room. A very nice man did come out and escort us to our room."
The price is AED 856
AED 1,149 total
includes taxes & fees
20 Jan - 21 Jan
The Gates Hotel Key West Newly Renovated

Parrot Key Hotel & Villas

4.0 star property
8.8 out of 10, Excellent, (1008)
"Beautiful place with lots of amenities and very friendly staff. We rented bikes and it's about a 15 minute bike into downtown or over to the partner beach club."
The price is AED 1,163
AED 1,507 total
includes taxes & fees
26 Jan - 27 Jan
Parrot Key Hotel & Villas

Silver Palms Inn

3.5 star property
9.2 out of 10, Wonderful, (1008)
"It was a great stay so close to everything. Had a great time. "
The price is AED 1,098
AED 1,483 total
includes taxes & fees
27 Jan - 28 Jan
Silver Palms Inn

Margaritaville Beach House Key West

4.0 star property
8.4 out of 10, Very Good, (999)
"The staff is what makes this property such a wonderful experience! No matter the individual staff members function, they are all focused on excellent guest experience! Special shout out to Constanta for making sure all our needs were met whether we were lounging at the pool or on the patio dining area or dining inside! She greeted us daily and made sure we were always being taken care of!"
Margaritaville Beach House Key West

Fairfield Inn and Suites by Marriott Key West

3.0 star property
7.8 out of 10, Good, (1071)
"My only complaint was it was a bit noisy at night. Other than that everything was fine."
The price is AED 988
AED 1,215 total
includes taxes & fees
26 Jan - 27 Jan
Fairfield Inn and Suites by Marriott Key West

The Southernmost Inn - Adults Only

3.0 star property
8.0 out of 10, Very Good, (1009)
"All of the staff was friendly and smiling "
The price is AED 1,025
AED 1,318 total
includes taxes & fees
20 Jan - 21 Jan
The Southernmost Inn - Adults Only

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
8.8 out of 10, Excellent, (1546)
"Nice facility but neighborhood felt unsafe "
The price is AED 1,044
AED 1,393 total
includes taxes & fees
27 Jan - 28 Jan
Oceans Edge Key West Resort, Hotel & Marina
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

What's it like visiting Key West?
If taking it easy by the pool is your idea of a great getaway, you might want to think about Key West, which has 248 places to stay with pools. While you’re here, you can explore attractions like San Carlos Institute - Casa Cuba and Duval Street, and then relax and unwind poolside at one of the accommodations in Key West that guests like for their pools.
What are some hotels with pools in Key West?
Southernmost Beach Resort: Hotel steps from Southernmost Point. Features 2 pool bars, 3 outdoor pools, and a full-service spa. The Perry Hotel & Marina Key West: Hotel located near Smathers Beach. Offers 2 restaurants, 2 outdoor pools, and 2 pool bars. Parrot Key Hotel & Villas: Hotel located near Duval Street. Provides complimentary wireless internet access, 4 outdoor pools, and flat-screen televisions. Ibis Bay Beach Resort: Hotel located near Duval Street. Features a private beach, an outdoor pool, and daily.
How many hotels with pools are there in Key West?
Expedia’s 248 hotels in Key West give you a great choice for your poolside getaway.
What is there to see and do in Key West?
Enjoy a stroll along the shore at South Beach and Simonton Beach. Discover sights such as San Carlos Institute - Casa Cuba, Duval Street, and Ernest Hemingway Home and Museum during your stay. Key West appeals to visitors with its beautiful ocean views, great live music scene, and bar scene.
When is the best time to book a hotel with a pool in Key West?
Taking into account the local weather in Key West is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually August and July with an average temp of 84°F, while the coldest months are January and February with an average of 73°F. Average annual precipitation for Key West is 38 inches.